Ammonium Hydroxide → HCID 13019909, compound

HRID 903940Notes

Reaction equation

HRID 903940 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([CH3:14])=[N:12][N:11]=[C:10]2S)=[CH:5][CH:4]=1.[OH-].[NH4+]>[Ni].CO>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH:10]=[N:11][N:12]=[C:13]2[CH3:14])=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 178491995HCID 178491995, compound

Product 1

HCID 13019909HCID 13019909, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 10.5 parts of 4-(4-methoxyphenyl)-5-methyl-4H-1,2,4-triazole-3-thiol, 10 parts of Raney-nickel catalyst, 18 parts of ammonium hydroxide and 200 parts of methanol is stirred and refluxed for 4 hours. The reaction mixture is decanted while hot and the Raney-nickel catalyst is boiled in 160 parts of methanol. The latter is decanted and the combined methanol-phases are evaporated. The residue is crystallized from a mixture of 4-methyl-2-pentanone and 2,2'-oxybispropane. The product is filtered off and dried, yielding 4.2 parts of 4-(4-methoxyphenyl)-3-methyl-4H-1,2,4-triazole; mp. 111.9° C.

Workup

  1. temperaturerefluxed for 4 hours
  2. customThe reaction mixture is decanted while hot and the Raney-nickel catalyst
  3. customThe latter is decanted
  4. customthe combined methanol-phases are evaporated
  5. customThe residue is crystallized from a mixture of 4-methyl-2-pentanone and 2,2'-oxybispropane
  6. filtrationThe product is filtered off
  7. customdried

Sources & evidence

ORD record
ord-639b0bf665684c16bc138ce91f8f21a2
Source dataset
uspto-grants-1980_10
Patent number
US04229460

Reaction notes

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